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CN102325451A - Compositions for controlling harmful organisms containing 16-ketoaspergillus imide - Google Patents

Compositions for controlling harmful organisms containing 16-ketoaspergillus imide Download PDF

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Publication number
CN102325451A
CN102325451A CN2009801570014A CN200980157001A CN102325451A CN 102325451 A CN102325451 A CN 102325451A CN 2009801570014 A CN2009801570014 A CN 2009801570014A CN 200980157001 A CN200980157001 A CN 200980157001A CN 102325451 A CN102325451 A CN 102325451A
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Prior art keywords
pest
ketone
composition
animal
acid
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Inventor
堀越亮
野村昌弘
中村哲
林元水月
土田麻里子
尾山和彦
三富正明
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Meiji Seika Pharma Co Ltd
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Meiji Seika Pharma Co Ltd
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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N51/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds having the sequences of atoms O—N—S, X—O—S, N—N—S, O—N—N or O-halogen, regardless of the number of bonds each atom has and with no atom of these sequences forming part of a heterocyclic ring
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P33/00—Antiparasitic agents

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Environmental Sciences (AREA)
  • Plant Pathology (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • Pest Control & Pesticides (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Agronomy & Crop Science (AREA)
  • Veterinary Medicine (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Organic Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

Disclosed is a composition to control harmful organisms that contains at least one type from 16-keto aspergillimide, an enantiomer thereof, or a mixture or an addition product thereof, and at least one other type of harmful organism control agent as the active ingredients. Thus is provided a composition to control harmful organisms that has excellent insecticidal activity or systemic insecticidal activity against a broad range of harmful organisms, particularly agricultural and horticultural pests.

Description

Contain the imido composition that is used to control pest of 16-ketone aspergillus
The mutual reference of related application
The application is based on the priority of the japanese patent application No. formerly 323739/2008 that also requires protection submission on December 19th, 2008, and the full content of said document mode by reference is complete incorporates this paper into as a reference.
Background of invention
Invention field
The present invention relates to comprise the composition that is used to control pest of 16-ketone aspergillus acid imide (16-keto aspergillimide) (PF1378 material) and at least a other pest controlling agents.
Background technology
Numerous pest controlling agents is known so far.But, see from the viewpoint of pesticide resistance and safety, requirement can be more effectively with the medicament of safe handling.In addition, in agricultural and horticulture field, use the method that when sowing time, nursery stage or transplanting, applies chemical agent to seed or plant to be used for saving the method for working in the farm that is used to control the agricultural crops insect widely as design.In this case, usually use from the seed of plant or root absorption and infiltrate the plant transferability medicament with the infiltration that shows its control effect.The transferability medicament of infiltration; Be also referred to as the general insecticide; Refer to infiltration and transfer in the plant and suck or eat by insect; Insect thereby the chemical agent of dying from poisoning (are seen new edition " Noyaku no Kagaku (Agrochemical Science) " (people such as Kyohei Yamashita; Buneido Publishing Co.; Ltd.), the 14th page (non-patent literature 1)).
The PF1378 material; It is 16-ketone aspergillus acid imide; It is compound with following structure; This compound is reported as by the biogenic metabolite that belongs to aspergillus (Aspergillus) and is known as the anthelmintic active substance to haemonchus contortus (Haemonchus contortus) three instar larvaes; Wherein haemonchus contortus is parasitic nematode (the The Journal of Antibiotics in the mammal digestive tract; 1997,50 (10), 840-846 (non-patent literature 2)).But, do not exist about this material to the active report of pest.
[Chemical formula 1]
Figure BDA0000084305210000021
In addition; Tetrahedron Letters; 1997; 38 (32); 5655-5658 (non-patent literature 3); Bioscience; Biotechnology and Biochemistry; 2000; 64 (1), 111-115 (non-patent literature 4) and TOHKEMY (Japanese Patent Application Laid-Open Publication No.) 245383/1998 (patent documentation 1) reported that the aspergillus paralysis bases (asperparalines) of conduct and material like the 16-ketone aspergillus acid imide has to the narcotic activity of silkworm (Bombyx mori) or to beet armyworm (Spodoptera exigua); Brown planthopper (Nilaparvata lugens) (Stal) with the insecticidal activity of cockroach.But they do not report the effect that 16-ketone aspergillus acid imide has insecticidal activity, general insecticidal activity and comprises the composition of 16-ketone aspergillus acid imide and other pest controlling agents fully.
So far, reported numerous pest controlling agents.For whole these pest controlling agents, alleged occurrence has drug-fast pest species and almost uncontrollable pest species.Therefore, we can say the pest controlling agent that always need develop novelty.In addition, from ecological sensitivity with to the influence of the biology outside the target biology, we can say and hope to adopt low dose to control.
The prior art document
[patent documentation]
[patent documentation 1] TOHKEMY 245383/1998
[non-patent literature]
[non-patent literature 1] new edition " Noyaku no Kagaku (Agrochemical Science) " (people such as Kyohei Yamashita, Buneido Publishing Co., Ltd.), the 14th page
[non-patent literature 2] The Journal of Antibiotics, 1997,50 (10), 840-846
[non-patent literature 3] Tetrahedron Letters, 1997,38 (32), 5655-5658
[non-patent literature 4] Bioscience, Biotechnology and Biochemistry, 2000,64 (1), 111-115
Summary of the invention
The inventor has been found that now comprising 16-ketone aspergillus acid imide, its enantiomter, its mixture or its acid-addition salts has to wide range of types pest, the excellent insecticidal activity or the general insecticidal activity of agricultural and gardening pest insect especially with other pest controlling agents composition one of at least one of at least.The present invention finds to form based on this.
Therefore, an object of the present invention is to provide the composition that is used to control pest, it has to wide range of types pest, the excellent insecticidal activity or the general insecticidal activity of agricultural and gardening pest insect especially.
According to an aspect of the present invention; The composition that is used to control pest is provided, said composition comprise 16-ketone aspergillus acid imide, its enantiomter, its mixture or its acid-addition salts one of at least with other pest controlling agents one of at least as active ingredient.
According to another aspect of the present invention, a kind of combination is provided, its comprise 16-ketone aspergillus acid imide, its enantiomter, its mixture or its acid-addition salts one of at least with other pest controlling agents one of at least as active ingredient.
According to a further aspect of the invention; Provide and be used to protect useful plant or animal to avoid the method for pest influence; This method comprises the composition that is used to control pest that applies effective dose to object, wherein should be to liking seed, soil, cultivation carrier or the animal of pest, useful plant, useful plant.
According to a further aspect of the invention, provide the composition that is used to control pest to be used to protect useful plant or animal to avoid the purposes of pest influence.
Detailed Description Of The Invention
16-ketone aspergillus acid imide
16-ketone aspergillus acid imide can be according to for example Journal of Antibiotics from the culture that produces the imido microorganism of 16-ketone aspergillus, and 1997,50 (10), the method described in the 840-846 (non-patent literature 2) obtains.
According to the present invention, not only can utilize 16-ketone aspergillus acid imide, can also utilize its enantiomter and their mixture.
In addition; In the present invention; Also can utilize 16-ketone aspergillus acid imide, its enantiomter or the acid-addition salts (preferred agricultural and the acceptable acid-addition salts of zootechnics) of their mixtures, and the example comprises acid-addition salts, example hydrochloric acid salt, nitrate, sulphate, phosphate or acetate.
Be used to control the composition of pest
16-ketone aspergillus acid imide itself has the excellent controlling effect to pest.Have been found that the 16-ketone aspergillus acid imide and the mixture of other biological controlling agent show the control effect than the control better effects if of using 16-ketone aspergillus acid imide or other biological controlling agent to be realized separately.Therefore,, the composition that is used to control pest is provided according to the present invention, said composition comprise 16-ketone aspergillus acid imide, its enantiomter, its mixture or its acid-addition salts one of at least with other pest controlling agents one of at least.
According to another preferred aspect of the present invention; The composition that is used to control pest is provided, said composition comprise 16-ketone aspergillus acid imide, its enantiomter, its mixture or its acid-addition salts one of at least with other agriculturals and horticultural insecticides and/or bactericide one of at least.
Still, the composition that is used to control pest is provided according to another preferred aspect of the present invention, said composition comprise 16-ketone aspergillus acid imide, it enantiomter or their mixture one of at least with animal with other parasite controlling agents one of at least.
According to another preferred aspect of the present invention; The composition that is used to control pest is provided, said composition comprise 16-ketone aspergillus acid imide, it enantiomter or their mixture one of at least with animal with other epizoon controlling agents one of at least.
Comprise 16-ketone aspergillus acid imide; Its enantiomter; The composition that its mixture or its acid-addition salts one of are at least controlled pest with other pest controlling agents being used to one of at least includes but not limited to agricultural and gardening pest insect to pest species that it shows insecticidal action; For example; Lepidoptera (lepidopteran) insect, for example prodenia litura (Spodoptera litura); Tomato moth (Mamestra brassicae); Oriental armyworm (Pseudaletia separata); Imported cabbageworm (Pieris rapae); Diamond-back moth (Plutella xylostella); Beet armyworm (Spodoptera exigua); Striped rice borer (Chilo suppressalis); Rice leaf roller (Cnaphalocrocis medinalis); Tortricidae (Tortricidae); Moth fruit moth section (Carposinidae); Lyonetid section (Lyonetiidae); Lymantriidae (Lymantriidae); Some species of Agrotis (Agrotis); Some species of bell Noctua (Helicoverpa) and some species of Heliothis (Heliothis); Semiptera (hemipteran) insect, for example Aphidiadae (Aphididae); Adelgidae (Adelgidae) or Phylloxera Aphididae (Phylloxeridae) are like cigarette aphid (Myzus persicae); Cotten aphid (Aphis gossypii); Black bean aphid (Aphis fabae); Corn leaf aphids (Rhopalosiphum maidis); Pea Macrosiphus spp (Acyrthosiphon pisum); The thick volume aphid of eggplant (Aulacorthum solani); Peanut aphid (Aphis eraecivora); Root of Beijing euphorbia Macrosiphus spp (Macrosiphum euphorbiae); English grain aphid (Macrosiphum avenae); English grain aphid (Metopolophium dirhodum); Rhopalosiphum padi (Rhopalosiphum padi); Greenbug (Schizaphis graminum); Wild cabbage stub aphid (Brevicoryne brassicae); Radish aphid (Lipaphis erysimi); Spiraea aphid (Aphis citricola); Red apple aphid (Rosy apple aphid); Wooly aphis (Eriosoma lanigerum); Black citrus aphid (Toxoptera aurantii) and tangerine aphid (Toxoptera citricidus); Cicadellidae (Cicadellidae) is like rice leafhopper (Nephotettix cincticeps), and Delphacidae (Delphacidae) is like small brown rice planthopper (Laodelphax striatellus), brown planthopper (Nilaparvata lugens) and white-backed planthopper (Sogatella furcifera); Stinkbug class pest such as wide two star stinkbugs (Eysarcoris ventralis), green rice bug (Nezara viridula) and red palpus fleahopper (Trigonotylus caelestialium); Aleyrodidae (Aleyrodidae) is like Bemisia tabaci (Bemisia tabaci) and Trialeurodes vaporariorum Westwood (Trialeurodes vaporariorum); Coccoidea (Coccidea) (Diaspididae (Diaspididae); Large a red-spotted lizard section (Margarodidae); Ancient type of banner hoisted on a featherdecked mast a red-spotted lizard section (Ortheziidae); Benevolence a red-spotted lizard section (Aclerdiae); Rouge a red-spotted lizard section (Dactylopiidae); Lacciferidae (Kerridae); Pseudococcidae (Pseudococcidae); Wax coccidae (Coccidae); Felt a red-spotted lizard section (Eriococcidae); Chain a red-spotted lizard section (Asterolecaniidae); Honeybee a red-spotted lizard section (Beesmiidae); Dish a red-spotted lizard section (Lecanodiaspididae) or kettle a red-spotted lizard section (Cerococcidae)) like Kang Shi mealybug (Pseudococcus eomstocki) and citrus mealy bug (Planococcus citri); Coleoptera elder brother insect worm, for example rice water weevil (Lissorhoptrus oryzophilus); Adzuki bean weevil; Yellow mealworm (Tenebrio molitor); Corn root firefly chrysomelid (Diabrotica virgifera virgifera); Cucumber 11 asterophyllite first food root subspecies (Diabrotica undecimpunctata howardi); Anomala cuprea Hope (Anomala cuprea); Red metal rutelian (Anomala rufocuprea); Phyllotreta striolata (Phyllotreta striolata); Aulacophora femoralis (Aulacophora femoralis); Colorado potato beetle (Leptinotarsa decemlineata); Rice leaf beetles (Leptinotarsa decemlineata); Bostrichidae (Bostrychidae); And Cerambycidae (Cerambycidae); Acari (Acari), for example Tetranychus urticae (Tetranychus urticae), refreshing Ze Shi tetranychid (Tetranychus kanzawai) and citrus red mite (crm) (Panonychus citri); Hymenoptera (Hymenopteran) insect, for example Symphyta (Symphyta); Orthoptera (Orthopteran) insect, for example locust section (Acrididae); Diptera (Dipteran) insect, for example Nuscidae (Muscidae) and Agromyzidae (Agromyzidae); Thrips insect, for example palm thrips (Thrips palmi) and Frankliniella occidentalis (Frankliniella occidentalis); Plant parasitic nematodes, for example root knot section (Meloidogynidae), short body section (Pratylenchidae), nematode aphelenchoide (Aphelenchoides besseyi) and pine wood nematode (Bursaphelenchus xylophilus); And parazoon; Siphonaptera (Siphonaptera) for example; For example cat flea (Ctenocephalides felis) and Pulex irritans (Pulex irritans); Anoplura (Anoplura); For example humanlice (Pediculus humanus) and crab louse (Pediculus pubis); Animal parasitic mite class or tick class are like boophilus microplus (Boophilus microplus); Haemaphysalis longicornis (Haemaphysalis longicornis); Brown dog tick (Rhipicephalus sanguineus); Haemaphysalis flava (Haemaphysalis flava); Itch mite (Sarcoptes scabiei); Chicken peronium mite (Dermanyssus gallinae); Northern fowl mite (Ornithonyssus sylviarum); Ornithonyssus bacoti (Ornithonyssus bacoti) and Leptotrombidium (Leptotrombidium); The horsefly class; The fly class is some kind of Lucilia (Lucilia spp) for example; Mosquito (mosquitoes) is white line spot mosquito (Stegomyia albopicta) and Culex pipiens pallens (Culex pipiens pallens) for example; Simulidae (Simuliidae); Heleidae (Ceratopogonidae); Trematoda (Trematoda); Acanthocephala (Acanthocephala); Cestoda (Cestoda); Nemathelminthes (Nematoda); Meat whip animal subphylum (Sarcomastigophora) and Ciliata (Ciliata) and sporozoa (Sporozoa).The more preferably parasitic flea class of Semiptera insect, tassel wing insect, Diptera pest, coleopteran pest, animal and animal parasitic mite class or tick class.Still more preferably Semiptera insect and animal parasitic mite class or tick class.
In this manual, but fusion go into 16-ketone aspergillus acid imide, its enantiomter, its mixture or its acid-addition salts pest controlling agent in one of at least and comprise that insecticide, bactericide, miticide or tick-killing agent, weed killer herbicide, plant growth regulator and animal use the parasite controlling agent.Concrete medicament comprises " those medicaments of describing among the 13rd edition SHIBUYA INDEX of the 13rd edition (The Pesticide Manual, 13th edition) and SHIBUYA INDEX seminar of insecticide handbook publication in 2008 of for example publishing in the Britain crop protection committee.But fusion is gone into 16-ketone aspergillus acid imide, its enantiomter, its mixture or its acid-addition salts preferred other pest controlling agents in one of at least and is comprised that insecticide and/or bactericide and/or animal use the parasite controlling agent.More preferably insecticide and/or animal are used the parasite controlling agent.But bactericide fusion is extraly gone into insecticide and/or animal with in the parasite controlling agent.
But 16-ketone aspergillus acid imide is gone in fusion; Its enantiomter; The preferred embodiment of its mixture or its acid-addition salts pest controlling agent in one of at least comprises organophosphorus compounds; Carbamate compounds; The nereistoxin derivative; Organochlorine compound; Pyrethroid compound; Benzoyl urea compounds; Juvenoid; The moulting hormone analog; Anabasine compound; The nerve cell sodium channel blockers; The pesticidal macrolide; γ-An Jidingsuan (GABA) antagonist; Ryanodine receptor acting property compound; The desinsection ureas; The BT agent; The entomopathogenic viral agent; Polyether antibiotic; Thiamine antagonist and sulfa drugs/folic acid antagonists compounding ingredient.Its more specific examples include acephate (acephate), DDVP (dichlorvos), EPN, fenitrothion, g-line spiritual, C parathion (prothiofos), Profenofos (profenofos), pyrazole parathion (pyraclofos ), chlorpyrifos-methyl (chlorpyrifos-methyl), Ha Luoke ketone (haloxon), coumaphos (coumaphos), malathion (malathion), diazinon (dimpylate), naled (naled), triclosan kill mites sulfone (tetradifon), diazinon (diazinon), methomyl (methomyl), thiodicarb (thiodicarb), aldicarb (aldicarb), oxamyl (oxamyl), propoxur (propoxur), carbaryl Granville (carbaryl), Fenobucarb (fenobucarb), Ethiofencarb (ethiofencarb), Fenothiocarb (fenothiocarb), pirimicarb (pirimicarb), carbofuran (carbofuran), Benfuracarb (benfuracarb), Cartap (cartap), sulfur ring kill (thiocyclam), dicofol (dicofol), tetradifon (tetradifon), permethrin (permethrin), tefluthrin (tefluthrin), Cypermethrin (cypermethrin), cyanogen bromide pyrethroids (deltamethrin), cyhalothrin (cyhalothrin), fenvalerate (fenvalerate), fluvalinate (fluvalinate), fluvalinate (ethofenprox), silafluofen (silafluofen), except insect urea (diflubenzuron), fluorobenzene urea (teflubenzuron), flufenoxuron (flufenoxuron), chlorfluazuron (chlorfluazuron), methoprene (methoprene), ring tebufenozide (chromafenozide), buprofezin (buprofezin), thiophene Pyridaben (hexythiazox), Amitraz (amitraz), chlordimeform (chlordimeform), Pyridaben (pyridaben), Fenpyroximate, ethyl ether mites (pyrimidifen), Tebufenpyrad (tebufenpyrad), fluacrypyrim (fluaerypyrim ), mites quinone (acequinocyl), butyl fluoride mite (cyflumetofen), fipronil bis-amide (flubendiamide), B worms clear (ethiprole), fipronil (fipronil), B mites azole, imidacloprid (imidacloprid), Marconi D (clothianidin), thiamethoxam (thiamethoxam), thiacloprid (thiacloprid), amine fluoride acetamiprid nitrile (sulfoxaflor), Pymetrozine (pymetrozine), Bifenazate (bifenazate), Spirodiclofen (spirodiclofen), spiromesifen (spiromesifen), flonicamid (flonicamid), chlorfenapyr (chlorfenapyr), pyriproxyfen,
Figure BDA0000084305210000081
oxadiazole insects (indoxacarb), acetamiprid propyl ether (pyridalyl), Ike enemy (spinosad), avermectin (avermectin), milbemycin (milbemycin), milbemycin (milbemycin oxime), Maduramycin (maduramycin), BT agents, insect pathogenic venereal poison, emamectin benzoate (emamectinbenzoate), ethyl spinosad (spinetoram), pyrifluquinazon, chlorine insects amide (chlorantraniliprole), cyenopyrafen, Spirotetramat (spirotetramat), lepimectin, Metaflumizone (metaflumizone), pyrafluprole, pyriprole, PTFE Methothrin (dimefluthrin), anti-mite azole (fenazaflor), fluorine ants hydrazone (hydramethylnon), azole pirimicarb (triazamate), ivermectin (ivermectin), Sierra streptozotocin (selamectin), Mosey bacteria Su (moxidectin), doramectin (doramectin), according to S & P streptozotocin (eprinomectin), Dinotefuran (dinotefuran), nitenpyram (nitenpyram), acetamiprid (acetamiprid), Allethrin (allethrin) , dd-T Allethrin (dd-T allethrin), dI.d-T80 Allethrin (dI.d-T80allethrin), pyrethrins (pyrethrins), phenothrin (phenothrin), Flumethrin Permethrin (flumethrin), cyfluthrin (cyfluthrin), dd-T80 D Prallethrin (dd-T80prarethrin), tetramethrin (phthalthrin), tetrafluorobenzene permethrin (transfluthrine), resmethrin (resmethrin) , phenothrin (cyphenothrin), an extract of pyrethrum, a third-Ling 222, third-Ling 500, pyriproxyfen (pyriproxyfene), lufenuron (lufenuron), DEET (deet), trichlorfon, insecticide fear (tetrachlorvinphos), bromophenol phosphorus (bromofenofos), livestock ticks phosphorus (cythioate), evil insects ketone (metoxadiazon), cyromazine (cyromazine), Triflumuron (triflumuron), anise oil, trichlorobenzene da yl (triclabendazole ), fluorobenzene azole (flubendazole), fenbendazole (fenbendazole), Pa Fenbendazole (parbendazole), thiabendazole, sodium antimony gluconate, levamisole hydrochloride, chlorine Sydow, diclofenac, Bromopropylate ester (bromopropylate), piperonyl butoxide (piperonylbutoxide), phenothiazine (phenothiazine), carbon disulfide piperazine (piperazine carbon bisulfide), phosphoric acid piperazine (piperazine phosphate), adipic acid piperazine (piperazine adipate), citric acid piperazine (piperazine citrate), dihydrochloride America La Suoming (melarsomine dihydrochloride), the United States on behalf of Li pyridine (metyridine), Santonin (santonin), pamoic pyrantel (pyrantel pamoate), pyrantel (pyrantel), morantel Seoul (morantel), praziquantel (praziquantel), Febantel (febantel), emodepside, hygromycin B (hygtomycin B), destomycin A (destomycin A), chlorine Shu Long (clorsulon), Nitroxynil (nitroxynil), to Fen Nitai, sodium stibogluconate (antimony sodium gluconate), levamisole hydrochloride (levamisole hydrochloride), melrsonyl, iodine dithianon Ning (dithiazanine iodide ), Sidibofen (stibophen), two iodine nitrophenolate (disophenol), diethylcarbamazine (dietylcarbamazine), two amidine that Qin (diminazene), A flat (acrinamine), metronidazole (metronidazole), Santonin ( santonin), butyl naphthalene amidine (bunamidine), arecoline (arecoline), by the formula (I) compound represented by the agriculture and horticulture acceptable acid addition salt thereof:
[Chemical formula 2]
Figure BDA0000084305210000091
Het wherein 1Represent the 3-pyridine radicals; R 1Representation hydroxy; R 2And R 3Represent cyclopropyl carbonyl oxygen base; And R 4Represent hydrogen atom or hydroxyl.
Can be blended into the 16 - one Aspergillus imides, their enantiomers, mixtures thereof or the acid addition salt is at least one of the preferred examples of other insecticides include organic phosphate compounds, carbamate compound , nereistoxin derivatives, organic chlorine compounds, pyrethroid compounds, benzoyl urea compounds, juvenile hormone analogues, molting hormone analogues, neonicotinoid compounds, nerve cell sodium channel blockers, insecticidal macrocyclic lactones, γ-aminobutyric acid (GABA) antagonist, Lander fixed receptor compounds, insecticidal ureas, BT agents and insect pathogenic agents sexually transmitted diseases, and may be blended into the 16 - keto acid Aspergillus imines, its enantiomers, mixtures thereof or an acid addition salt thereof in at least one of the more preferred specific examples of insecticides include acephate (acephate), DDVP (dichlorvos), EPN, fenitrothion sulfur Phosphorus (fenitothion), g-line Ling (fenamifos), C parathion (prothiofos), Profenofos (profenofos), pyrazole parathion (pyraclofos), chlorpyrifos-methyl (chlorpyrifos-methyl), diazinon (diazinon), methomyl (methomyl), thiodicarb (thiodicarb), aldicarb (aldicarb), oxamyl (oxamyl), propoxur (propoxur), carbaryl (carbaryl), Fenobucarb (fenobucarb), B sulfur benzene Wei (ethiofencarb), Fenothiocarb (fenothiocarb), pirimicarb (pirimicarb), carbofuran (carbofuran), Benfuracarb (benfuracarb), cartap (cartap), sulfur ring kill (thiocyclam) , dicofol (dicofol), tetradifon (tetradifon), permethrin (permethrin), tefluthrin (tefluthrin), Cypermethrin (cypermethrin), deltamethrin (deltamethrin), cyhalothrin (cyhalothrin ), fenvalerate (fenvalerate), fluvalinate (fluvalinate), fluvalinate (ethofenprox), silafluofen (silafluofen), diflubenzuron (diflubenzuron), Teflubenzuron (teflubenzuron), flufenoxuron (flufenoxuron), chlorfluazuron (chlorfluazuron), methoprene (methoprene), ring tebufenozide (chromafenozide), buprofezin (buprofezin), hexythiazox (hexythiazox), amitraz (amitraz), chlordimeform (chlordimeform), Pyridaben (pyridaben), Fenpyroximate (fenpyroxymate), mites ethyl ether (pyrimidifen), Tebufenpyrad (tebufenpyrad), fluacrypyrim (fluacrypyrim), mites quinone (acequinocyl), Ding Fluorine mite (cyflumetofen), fipronil bisamide (flubendiamide), acetic acetamiprid (ethiprole), fipronil (fipronil), mites yl acetate (ethoxazole), imidacloprid (imidacloprid), clothianidin (Chlothianidin), clothianidin triazine (thiamethoxam), thiacloprid (thiacloprid), amine fluoride Acetamiprid nitriles (sulfoxaflor), pymetrozine (pymetrozine), bifenazate (bifenazate), spirodiclofen (spirodiclofen), spiromesifen (spiromesifen) , flonicamid (flonicamid), chlorfenapyr (chlorfenapyr), pyriproxyfen (pyriproxyfene),
Figure BDA0000084305210000111
oxadiazole insects (indoxacarb), acetamiprid propyl ether (pyridalyl), Ike enemy (spinosad), avermectin (avermectin), milbemycin (milbemycin), BT agents, insect pathogenic sexually transmitted agents, emamectin benzoate (emamectinbenzoate), ethyl spinosad (spinetoram), pyrifluquinazon, chlorine insects amide (chlorantraniliprole), cyenopyrafen, Spirotetramat (spirotetramat), lepimectin, Metaflumizone (metaflumizone), pyrafluprole, pyriprole, PTFE Methothrin (dimefluthrin), anti-mite azole (fenazaflor), fluorine ants hydrazone (hydramethylnon ), azole pirimicarb (triazamate), ivermectin (ivermectin), Sierra streptozotocin (selamectin), moxidectin (moxidectin), doramectin (doramectin), according to S & P streptozotocin (eprinomectin), furosemide sulfluramid (dinotefuran), nitenpyram (nitenpyram), acetamiprid (acetamiprid) by the formula (I) compound represented by the Agriculture and horticulture acceptable acid addition salt thereof.
But 16-ketone aspergillus acid imide is gone in fusion; Its enantiomter; The instance of its mixture or its acid-addition salts more preferably other insecticides in one of at least comprises Imidacloprid (imidacloprid); Nitenpyram (nitenpyram); Clothianadin (clothianidin); Acetamiprid (acetamiprid); MTI-446 (dinotefuran); Thiophene worm quinoline (thiacloprid); Thiophene worm piperazine (thiamethoxam); Fluorine pyridine worm amine nitrile (sulfoxaflor); Fluorine worm nitrile (fipronil); Ivermectin (ivermectin) or formula (I) compound or its agricultural and the acceptable acid-addition salts of horticulture.Still more preferably thiophene worm amine (Chlothianidin), Imidacloprid (imidacloprid), fluorine worm nitrile (fipronil), MTI-446 (dinotefuran) or formula (I) compound or its agricultural and the acceptable acid-addition salts of horticulture.
Can be blended into the 16 - one Aspergillus imides, their enantiomers, mixtures thereof or an acid addition salt thereof in at least one other fungicide include strobilurin (strobilrin) compounds, such as Azoxystrobin (azoxystrobin), imine bacteria (kresoxym-methyl), trifloxystrobin (trifloxystrobin), bacteria amine oxime ether (orysastrobin), picoxystrobin (picoxystrobin) and fluoxastrobin (fuoxastrobin), aniline pyrimidine compound If mepanipyrim (mepanipyrim), pyrimethanil (pyrimethanil) and cyprodinil (cyprodinil); azole compounds such as triadimefon (triadimefon), Bitertanol (bitertanol), triflumizole (triflumizole) , B propiconazole (etaconazole), propiconazole (propiconazole), penconazole (penconazole), Flusilazole (flusilazole), myclobutanil (myclobutanil), cyproconazole (cyproconazole), tebuconazole (tebuconazole) , hexaconazole (hexaconazole), Prochloraz (prochloraz) and simeconazole (simeconazole); quinoxaline compounds such Chinomethionate (quinomethionate); dithiocarbamate compounds such as maneb (maneb) , Zineb (zineb), mancozeb (mancozeb), polyurethane and Propineb (propineb); phenyl carbamate compounds such as diethofencarb (diethofencarb); organic chlorine compounds, such as chlorothalonil (chlorothalonil) and PCNB (quintozene); benzimidazole compounds such as benomyl (benomyl), thiophanate-methyl (thiophanate methyl) and the card Fenbendazole (carbendazole); Benzamides categories, such as metalaxyl (metalaxyl),
Figure BDA0000084305210000121
Cream Spirit (oxadixyl), ofurase, Benalaxyl (benalaxyl), furalaxyl (furalaxyl), and cyprofuram (cyprofuram); times sulfonic acid compounds, such as antibacterial Ling ( dichlofluanid); copper compounds such as copper hydroxide and 8 - hydroxyquinoline copper; iso
Figure BDA0000084305210000122
azole compounds such as hydroxy iso
Figure BDA0000084305210000123
yl; organic phosphorus compounds, such as aluminum and methyl Fosetyl Tolclofos (Tolclofos methyl); N - halogenated alkyl thio compounds such as Captan (captan), captafol (captafol) and folpet (folpet); dicarboximide (dicarboxyimide) compounds, such as procymidone (procymidone), iso- iprodione (iprodione), and vinclozolin (vinchlozolin); acid amides, such as ceftiofur amide (thifluzamide) and furosemide bacteria topiramate amine (furametpyr); N-benzoyl aniline compounds such as flutolanil (flutolanil) and mepronil (mepronil); morpholine compounds such as fenpropimorph (fenpropimorph) and dimethomorph (dimethomorph); organic tin compounds such as triphenyl tin hydroxide (fenthin hydroxide) and triphenyl tin vinegar (fenthin acetate); cyano pyrrole compounds such as fludioxonil (fludioxonil) and fenpiclonil (fenpiclonil), other classes tetrachlorophthalide (fthalides), allyl isothiazole (probenazole), benzothiadiazole ( acibenzolar-S-methyl), thiophene amine acid bacteria (tiadinil), Isotianil (isotianil), cyclopropane amino acid bacteria (carpropamid), bis Cypermethrin bacteria amine (diclocymet), cyano bacteria amine (fenoxanil), tricyclic azole (tricyclazole), pyroquilon (pyroquilon), tebufloquin, ferimzone (ferimzone), Fluazinam (fluazinam), Cymoxanil (cymoxanil), triforine (triforine), pyridine spot oxime (pyrifenox), chlorine phenyl pyrimidine alcohol (fenarimol), Fenpropidine (fenpropidin), pencycuron (pencycuron), cyazofamid (cyazofamid), cyflufenamid (cyflufenamid), boscalid (boscalid), penthiopyrad (penthiopyrad ), propoxyphene quinoline (proquinazid), quinoxyfen (quinoxyfen),
Figure BDA0000084305210000131
azole cycloheximide (famoxadone), imidazole cycloheximide (fenamidone), imidazole cycloheximide (iprovalicarb), benzene and isopropyl amine thiabendazole (benthiavalicarb-isopropyl) , Fluopicolide (fluopicolide), pyribencarb, kasugamycin (kasugamycin) or Jinggangmeisu (validamycin).
But 16-ketone aspergillus acid imide is gone in fusion; Its enantiomter; The instance of its mixture or its acid-addition salts more preferably other bactericide in one of at least comprises orysastrobin (Orysastrobin); Thifluzamide (thifluzamide); Furan pyrrole bacterium amine (furametpyr); Rabcide; Allyl isothiazole (probenazole); Diazosulfide (acibenzolar-S-methyl); Tiadinil (tiadinil); Different metsulfovax (isotianil); Ring propionyl bacterium amine (carpropamid); Two chlorine zarilamids (diclocymet); Zarilamid (fenoxanil); Tricyclazole (tricyclazole); Pyroquilon (pyroquilon); Tebufloquin and ferimzone (ferimzone).Its preferred instance comprises allyl isothiazole (probenazole).
But 16-ketone aspergillus acid imide is gone in fusion; Its enantiomter; The animal of its mixture or its acid-addition salts pest controlling agent in one of at least comprises pyrethroid compound with the instance of other parasite controlling agents; Anabasine compound; Avermectin (avermectin) compound; Macrocyclic lactone compounds; Phenyl pyrazole compounds; The phenylpyrrole compound; Organic phosphorus compound; Carbamate compounds; The nereistoxin derivative; Organochlorine compound; Benzoyl urea compounds; Juvenoid; The moulting hormone analog; Sting sugared rhzomorph (spinosyn) compound; The cyclic ester peptide compounds; The nerve cell sodium channel blockers; The pesticidal macrolide; γ-An Jidingsuan (GABA) antagonist; Ryanodine receptor acting property compound; Polyether antibiotic; Thiamine antagonist and sulfa drugs/folic acid antagonists compounding ingredient.Its more particularly preferred instance comprises ivermectin (ivermectin); Plug draws rhzomorph (selamectin); Moxidectin (moxidectin); Doractin (doramectin); According to general rhzomorph (eprinomectin); Milbemycin (milbemycin oxime); Horse Du mycin (maduramycin); Imidacloprid (imidacloprid); MTI-446 (dinotefuran); Nitenpyram (nitenpyram); Acetamiprid (acetamiprid); Thiophene worm quinoline (thiacloprid); Thiophene worm piperazine (thiamethoxam); Clothianadin (clothianidin); Fluorine pyridine worm amine nitrile (sulfoxaflor); Fluorine worm nitrile (fipronil); Ethiprole (ethiprole); Pyriprole; Allethrin (allethrin); D.d-T allethrin (d.d-T allethrin); DI.d-T80 allethrin (dI.d-T80allethrin); Pyrethrin (pyrethrins); Permethrin (permethrin); Phenothrin (phenothrin); Flumethrin (flumethrin); Cyfloxylate (cyfluthrin); D.d-T80 prallethrin (d.d-T80prarethrin); Tetramethrin (phthalthrin); Transfluthrin (transfluthrine); Resmethrin (resmethrin); Etofenprox; Cyphenothrin (cyphenothrin); The Pyrethrum extract; Taufluvalinate (fluvalinate); Fenisobromolate (bromopropylate); Tetradiphon (tetradifon); Butacide (piperonylbutoxide); Pull together clever 222; Pull together clever 500; Pyrrole propyl ether (pyriproxyfene); Acarus tritici urea (lufenuron); Methoprene (methoprene); Second mite azoles (etoxazole); Metadelphene (deet); Diazinon (diazinon); Sumithion (fenitrothion); Dichlorvos (dichlorvos); Toyodan (prothiofos); Chlorophos (trichlofon); Haloxon (haloxon); Resistox (coumaphos); Malathion (malathion); Diazinon (dimpylate); 2-dichloroethylk dimethyl phosphate (naled); Ravap (tetrachlorvinphos); Bromofenofos (bromofenofos); Cythioate (cythioate); Metoxadiazone (metoxadiazon); Carbaryl (carbaryl); Bassa (fenobucarb); Unden (propoxur); Diflubenzuron (diflubenzuron); Fluorobenzene urea (teflubenzuron); Fly eradication amine (cyromazine); Kill bell urea (triflumuron); Star anise oil; Amitraz (amitraz); Triclabendazole (triclabendazole); Flubendazole (flubendazole); Fenbendazole (fenbendazole); Parbendazole (parbendazole); Thiabendazolum (tiabendazole); Hygromycin B; Destomycin A; Clorsulon; Nitroxinil; Diamfenetide; Stibii natrii gluconas; Levamisole hydrochloride; The chlorine match is many; Antiphen (dichlorofen); Phenothiasin (phenothiazine); Piperazino-CS2; Piperazine phosphate; Piperazine adipate; Piperazine citrate; Two hydrochloric acid Melarsomines; Melrsonyl; Dithiazanine iodide; Si Dibofen; Metyridine; Disophenol; Diethylcarbamazine; Diminazene; Atabrine; Metronidazole; Santonin; Pyrantel Pamoate; Pyrantel; Morantel; Praziquantel; Febantel; The chlorine match is many; Bunamidine; Arecaline; Emodepside; Metaflumizone (metaflumizone) and SPINOSYN (spinosad).
But 16-ketone aspergillus acid imide is gone in fusion; Its enantiomter; The animal of its mixture or its acid-addition salts pest controlling agent in one of at least comprises pyrethroid compound with the instance of epizoon controlling agent; Anabasine compound; Avermectin (avermectin) compound; Macrocyclic lactone compounds; Phenyl pyrazole compounds; The phenylpyrrole compound; Organic phosphorus compound; Carbamate compounds; The nereistoxin derivative; Organochlorine compound; Benzoyl urea compounds; Juvenoid; The moulting hormone analog; Sting sugared rhzomorph (spinosyn) compound; The cyclic ester peptide compounds; The nerve cell sodium channel blockers; The pesticidal macrolide; γ-An Jidingsuan (GABA) antagonist and ryanodine receptor acting property compound.The instantiation of preferred epizoon controlling agent comprises ivermectin (ivermectin); Plug draws rhzomorph (selamectin); Moxidectin (moxidectin); Doractin (doramectin); According to general rhzomorph (eprinomectin); Milbemycin (milbemycin oxime); Horse Du mycin (maduramycin); Imidacloprid (imidacloprid); MTI-446 (dinotefuran); Nitenpyram (nitenpyram); Acetamiprid (acetamiprid); Thiophene worm quinoline (thiacloprid); Thiophene worm piperazine (thiamethoxam); Clothianadin (clothianidin); Fluorine pyridine worm amine nitrile (sulfoxaflor); Fluorine worm nitrile (fipronil); Ethiprole (ethiprole); Pyriprole; Allethrin (allethrin); D.d-T allethrin (d.d-T allethrin); DI.d-T80 allethrin (dI.d-T80allethrin); Pyrethrin (pyrethrins); Permethrin (permethrin); Phenothrin (phenothrin); Flumethrin (flumethrin); Cyfloxylate (cyfluthrin); D.d-T80 prallethrin (d.d-T80prarethrin); Tetramethrin (phthalthrin); Transfluthrin (transfluthrine); Resmethrin (resmethrin); Ether chrysanthemum ester (etofenprox); Cyphenothrin (cyphenothrin); The Pyrethrum extract; Butacide (piperonylbutoxide); Pull together clever 222; Pull together clever 500; Pyrrole propyl ether (pyriproxyfene); Acarus tritici urea (lufenuron); Methoprene (methoprene); Second mite azoles (etoxazole); Metadelphene (deet); Diazinon (diazinon); Sumithion (fenitrothion); Dichlorvos (dichlorvos); Toyodan (prothiofos); Chlorophos (trichlofon); Resistox (coumaphos); Malathion (malathion); Diazinon (dimpylate); 2-dichloroethylk dimethyl phosphate (naled); Ravap (tetrachlorvinphos); Cythioate (cythioate); Metoxadiazone (metoxadiazon); Carbaryl (carbaryl); Bassa (fenobucarb); Unden (propoxur); Diflubenzuron (diflubenzuron); Fluorobenzene urea (teflubenzuron); Fly eradication amine (cyromazine); Kill bell urea (triflumuron); Star anise oil; Amitraz (amitraz); Metaflumizone (metaflumizone) and SPINOSYN (spinosad).Its preferred instance comprises ivermectin (ivermectin), Imidacloprid (imidacloprid), Nitenpyram (nitenpyram), Acetamiprid (acetamiprid), thiophene worm piperazine (thiamethoxam), clothianadin (clothianidin), MTI-446 (dinotefuran) and fluorine pyridine worm amine nitrile (sulfoxaflor).
According to another aspect of the present invention, the composition that is used to control pest is provided, except that mentioned component, it also comprises suitable agricultural and zootechnics can be accepted carrier.Said composition can be mixed with dosage forms arbitrarily; For example, but but emulsion, liquid preparation, supensoid agent, wetting powder, water dispersible granule flowable (flowables), pulvis, DL pulvis, granula, subparticle agent (micro granule fine), tablet, finish, aerosol, fumigant or microcapsule formulations.These formulations can be as writing at for example " Pesticide Science Society of Japan/Seyoho Kenkyukai (Special Committee on Agricultural Formulation and Application)) "; By protection association (Japan Plant Protection Association) of Japanese plant, such generation described in " Noyaku Seizai Gaido (insecticidal formulation guide (the Guide for Pesticide Formulation)) " of distribution in 1997.
Available in this article carrier comprises solid-state carrier, liquid carrier, gaseous carrier, surfactant, dispersant and other preparation adjuvants.
Solid-state carrier comprises for example talcum, bentonite, clay, kaolin, diatomite, vermiculite, white carbon and calcium carbonate.
Liquid carriers include, for example, alcohols such as methanol, n-hexyl alcohol and glycols; ketones such as acetone, methyl ethyl ketone and cyclohexanone; aliphatic hydrocarbons such as n-hexane, kerosene (kerosine) and lamp oil (kerosene); aromatic hydrocarbons such as toluene, toluene and methyl naphthalene; ethers, such as diethyl ether, dibutyl
Figure BDA0000084305210000161
alkyl and tetrahydrofuran; esters, such as ethyl acetate; nitriles such as acetonitrile and isobutyronitrile; acid amides, such as dimethylformamide and dimethylacetamide; vegetable oil such as soybean oil and cottonseed oil; dimethylsulfoxide; and water.
Gaseous carrier comprises for example LPG, air, nitrogen, carbonic acid gas and dimethyl ether.
Surfactant that can be used for emulsification, disperses or sprawl or dispersant comprise for example alkyl sulfate, alkyl (aryl) sulfonate, polyoxyalkylene alkyl (aryl) ethers, polyol ester and lignosulfonates.
The adjuvant that can be used for improving the preparation characteristic comprises for example carboxymethyl cellulose, gum Arabic, polyethylene glycol and calcium stearate.
Can use above carrier, surfactant, dispersant and adjuvant as required alone or in combination.
Do not limit content of effective in the present composition especially, but with regard to total content, it is 0.1 to 99.9 weight %, preferably 0.2 to 80 weight %.Mixing ratio between 16-ketone aspergillus acid imide and other pest controlling agents can change on a large scale.Usually, composition of the present invention contains the 16-ketone aspergillus acid imide of 0.1 to 80 weight %.
In preferred embodiments, further comprising agricultural and zootechnics can accept the composition that is used to control pest of carrier and comprise:
(1) composition of wetting powder form; It comprises 16-ketone aspergillus acid imide, 0.1 to 80 weight % insecticide as other pest controlling agents, the wetting agent of 0.6 to 30 weight % and the bulking agent of dispersant and 20 to 95 weight % of 0.1 to 80 weight %
(2) but the composition of water dispersible granule form; It comprises 16-ketone aspergillus acid imide, 0.1 to 80 weight % insecticide as other pest controlling agents, wetting agent, dispersant and the adhesive of 0.6 to 30 weight % and the bulking agent of 20 to 95 weight % of 0.1 to 80 weight %
(3) but the composition of flowable form (flowable); It comprises 16-ketone aspergillus acid imide, 0.1 to 80 weight % insecticide as other pest controlling agents, dispersant, thickener, antifreezing agent, preservative and the defoamer of 5 to 40 weight % and the water of 20 to 94 weight % of 0.1 to 80 weight %
(4) composition of emulsion form; It comprises 16-ketone aspergillus acid imide, 0.1 to 80 weight % insecticide as other pest controlling agents, the emulsifier of 1 to 30 weight % and the organic solvent of emulsion stabilizer and 20 to 97 weight % of 0.1 to 80 weight %
(5) composition of powder form, it comprises the 16-ketone aspergillus acid imide of 0.1 to 80 weight %, as 0.1 to 80 weight % insecticide of other pest controlling agents and the bulking agent of 70 to 99.8 weight %,
(6) composition of DL powder form (low flow pulvis), it comprises the 16-ketone aspergillus acid imide of 0.1 to 80 weight %, as 0.1 to 80 weight % insecticide of other pest controlling agents and the bulking agent of 70 to 99.8 weight %,
(7) composition of trickle granula form, it comprises 16-ketone aspergillus acid imide, 0.1 to 80 weight % insecticide as other pest controlling agents, the solvent of 0.2 to 10 weight % or the bulking agent of adhesive and 70 to 99.6 weight % of 0.1 to 80 weight %,
(8) composition of granula form, it comprises 16-ketone aspergillus acid imide, 0.1 to 80 weight % insecticide as other pest controlling agents, the granulation aid (surfactant) of 0.5 to 30 weight % and the bulking agent of adhesive and 20 to 98 weight % of 0.1 to 80 weight %; And
(9) composition of microcapsule formulations form; It comprises 16-ketone aspergillus acid imide, 0.1 to 80 weight % insecticide as other pest controlling agents, seed coating medicine, emulsifier, dispersant and the preservative of 1 to 50 weight % and the water of 20 to 98 weight % of 0.1 to 80 weight %.
Preferably, further comprising agricultural and zootechnics, can to accept the composition that is used to control pest of carrier be above-mentioned composition (8).
The composition that being used to of being fit to use in the animal controlled pest can be mixed with the multiple formulation that can accept as the epizoon controlling agent; For example, liquid preparation, spray, foam formulations, tablet, granula, granula subtilis (fine subtilae), pulvis, capsule, tablet, chewable formulation, injection, suppository, cream, shampoo, eluent, resina, fumigant and poison bait agent.In the middle of them, liquid preparation is particularly preferred.
Can be used for preparing the carrier that being used for of being fit to use in the animal control the present composition of pest and comprise liquid carrier, solid-state carrier, gaseous carrier, surfactant, dispersant and other preparation adjuvants.
Liquid carriers include, for example, alcohols such as methanol, ethanol, isopropyl alcohol, polyethylene glycol, propylene glycol, dipropylene glycol, tripropylene glycol and glycerol; ketones such as acetone and methyl ethyl ketone; aromatic hydrocarbons, such as benzyl alcohol, benzene, toluene, xylene, ethylbenzene and methylnaphthalene; aliphatic hydrocarbons such as paraffin, n-hexane, cyclohexane, kerosene and lamp oil; ethers such as diethylene glycol monoethyl ether, diethylene glycol monomethyl ether, diisopropyl ether, diethyl ether, di
Figure BDA0000084305210000181
alkyl and tetrahydrofuran; esters such as propylene carbonate, ethyl acetate, butyl acetate, benzyl benzoate, isopropyl myristate and propylene glycol fatty acid esters; nitriles such as acetonitrile and isobutyronitrile; amides, such as dimethylformamide, dimethylacetamide and N-methylpyrrolidone; halogenated hydrocarbons such as dichloromethane, trichloroethane and carbon tetrachloride; animal and vegetable oils, such as soybean oil and cottonseed oil; dimethyl sulfoxide, silicone oil, higher fatty acids, glycerol formal and water.
Solid-state carrier comprises for example impalpable powder and clay particle such as kaolin, clay, diatomite, bentonite and acid white clay (acid white clay), the synthetic oxidizing aqueous silicon of property, talcum, pottery, other inorganic minerals such as selenite, quartz, sulphur, active carbon, calcium carbonate and aquation silica, starch, lactose and synthetic property polymer such as vinyl chloride-base polymer and polyurethanes.
Preparations such as conventional emulsifier, dispersant, spreading agent, wetting agent, suspending agent, preservative, propellant can further mix in this liquid formulation with adjuvant.In addition, can mix conventional coating membrane and form agent.The surfactant that is used for emulsification, disperses, sprawls etc. comprises for example soap class, polyoxygenated alkene alkyl (aryl) ethers, polyoxyethylene allylic alkylation allyl ether series, polyoxyethylene fatty acid esters, higher alcohol and alkylaryl sulfonates.Dispersant comprises for example casein, gelatin, polysaccharide, lignin derivative, carbohydrate and synthetic water-soluble polymer.Spreading agent/wetting agent comprises for example glycerine and polyethylene glycol.Suspending agent comprises for example casein, gelatin, hydroxypropyl cellulose and gum Arabic.Stabilizing agent comprises for example phenol antioxidant such as BHT and BHA, amine antioxidants such as diphenylamines and organic sulfur class antioxidant.Preservative comprises for example nipagin, aethyl parabenum, nipasol and Butyl Chemosept.During carrier, surfactant, dispersant and adjuvant can use individually as required or use with both or many persons' combination.Also can mix spices, synergist etc.The content that active ingredient is used in being fit to animal is used for controlling the composition of pest is 1 to 75 weight % for liquid formulation usually.
The carrier that can be used for preparing cream comprises for example non-volatile hydro carbons such as atoleine, lanolin, hydrogenated fat and oil, higher fatty acid, fatty acid ester, animal oil and vegetable oil, silicone oil and water.During emulsifier, wetting agent, antioxidant, spices, borax and ultra-violet absorber can use individually as required or use with both or many persons' combination.Emulsifier comprises for example fatty acid loss water sorbit ester, polyethylene oxide alkyl ethers class and fatty acid polyglycol ethylene oxide.The content that active ingredient is used in being fit to animal is used for controlling the composition of pest is 0.5 to 70 weight % for cream usually.
Can use capsule, pill or tablet in such a manner; Thereby the active ingredient in the present composition is divided into suitable fraction; With described fraction and the liquid or carrier such as the starch that play diluting effect; Lactose; Or talcum mixes; Further add disintegrant such as dolomol and/or adhesive, and as required, mixture is processed tablet to it.
The carrier that is used to prepare injection should be prepared as sterile solution.This sterile solution can contain other materials that are in the amount that is enough to open with blood etc., for example, and salt or glucose.Available in this article carrier comprises organic solvent, for example, and the derivative of fatty acid of ester class such as glyceride, Ergol, isopropyl myristate and propane diols, N-Methyl pyrrolidone and glycerol formal.The content that active ingredient is used in being fit to animal is used for controlling the composition of pest is 0.01 to 10 weight % for injection usually.
The carrier that can be used for preparing resina comprises for example vinyl chloride-base polymer and polyurethanes.Plasticizer such as phthalic acid ester, adipate ester and stearic acid can be added into these base materials.After active ingredient of the present invention rubbed base material, with the product rubbed for example through injection molding, extrusion molding or compression moulding moulding.The product of moulding also can further suitably carry out moulding, cutting is used the desinsection necklace to obtain animal with ear tag (eartag) or animal.
The carrier that can be used for the poison bait agent comprises bait material and attractant; For example; Flour such as wheat flour and corn flour, starch such as corn starch and potato starch, sugar are like granulated sugar, maltose, honey, flavorant such as glycerine, onion spice and frankincense material, animality powder such as pupa powder and fish meal and multiple pheromones.Active ingredient is used in being fit to animal is used for controlling the content of composition of pest agent is 0.0001 to 90 weight % for poison bait usually.
At the present composition that is used for controlling pest; Can adopt such method; Wherein prepared first active ingredient that only contains the present composition and be 16-ketone aspergillus acid imide, its enantiomter, its mixture or its acid-addition salts one of at least as first composition of active ingredient and second active ingredient that only contains the present composition be other pest controlling agents one of at least as second composition of active ingredient, and at the scene these two kinds of compositions are mixed.
According to another preferred aspect of the present invention, a kind of combination is provided, its comprise 16-ketone aspergillus acid imide, its enantiomter, its mixture or its acid-addition salts one of at least with other pest controlling agents one of at least as active ingredient.
In another embodiment preferred of the present invention; In said combination; With 16-ketone aspergillus acid imide, its enantiomter, its mixture or its acid-addition salts is that first composition of active ingredient provides as containing at least a said material one of at least, and at least a other pest controlling agents are provided as second composition that to contain at least a said other pest controlling agents be active ingredient one of at least.In this case, with regard to the above composition that is used to control pest, use suitable carriers or adjuvant, first and second compositions can be in any formulation of wanting.This combination also can provide with cartridge bag forms such as (drug set).
Still according to another aspect of the present invention; Provide to be used to protect useful plant or animal to avoid the method for pest influence, this method comprise simultaneously or separately from one another (preferably each composition side by side) apply 16-ketone aspergillus acid imide, its enantiomter, its mixture or its acid-addition salts one of at least with other pest controlling agents one of at least to pending zone.
In this method; " simultaneously " apply such situation that comprises, wherein 16-ketone aspergillus acid imide, its enantiomter, its mixture or its acid-addition salts are in application to one of at least with other pest controlling agents one of at least and mix before the pending zone and this mixture is applied to the purpose zone.On the other hand; " difference " applies such situation that comprises; Wherein at 16-ketone aspergillus acid imide; Its enantiomter; Under the situation that its mixture or its acid-addition salts do not mix one of at least with other pest controlling agents one of at least in advance; 16-ketone aspergillus acid imide; Its enantiomter; Its mixture or its acid-addition salts apply before one of at least applying other pest controlling agents one of at least; With such situation; Wherein at 16-ketone aspergillus acid imide; Its enantiomter; Under the situation that its mixture or its acid-addition salts do not mix one of at least with other pest controlling agents one of at least in advance, 16-ketone aspergillus acid imide; Its enantiomter; Its mixture or its acid-addition salts apply after one of at least applying other pest controlling agents one of at least.
According to another aspect of the present invention, provide to be used to protect useful plant to avoid the method for pest influence, this method comprises and applying
(1) comprise 16-ketone aspergillus acid imide, its enantiomter, its mixture or its acid-addition salts one of at least as first composition of active ingredient and
(2) comprise second composition to the pending zone of at least a other pest controlling agents as active ingredient.
Still according to another aspect of the present invention; Provide and be used to protect useful plant or animal to avoid the method for pest influence; This method comprises with the present composition of effective dose or combination itself or is diluting post processing purpose pest, purpose useful plant; Or the seed of purpose useful plant, soil or cultivation carrier; Or purpose animal, preferably soil of purpose useful plant, purpose useful plant or purpose animal.
According to a further aspect of the invention, provide pest control combination thing of the present invention or combination to be used to protect useful plant or animal to avoid the purposes of pest influence.
Comprise with the method for optimizing of seed, soil or the planting material of pest control combination thing processing intent pest of the present invention, purpose useful plant or purpose useful plant and to scatter facture, water surface facture, soil treatment method (as mixing or perfusion), seedling growing box facture; Surface preparation (coating process, dusting coating process or cladding process) or stifling facture (after being injected into soil, in the confined space of soil lining one layer of polymeric film, handling).More preferably water surface facture, soil treatment method, seedling growing box facture or surface preparation.
Before being applied to plant through distribution, the amount that applies compositions for use is being 0.1g to 10kg with regard to active ingredient with regard to the amount in 1000 square metres of cultivation soils in the present composition, preferably 1g to 1kg.
The seed, root, stem tuber, bulb and the rhizomatic method that are used to handle plant comprise for example immersion method, dusting coating process (dust coating), semar technique, spraying, comminution granulation, coating method (coating) and fumigating system.
Immersion method is the method for seed submergence in chemical solutions wherein.The dusting coating process is divided into two types, that is, wherein the powdery chemicals be attached on the dry seed dried dusting coating process and wherein the powdery chemicals be attached in water the wet dusting coating process on the seed of dipping slightly.Semar technique is wherein in internal mixer the chemicals that suspends to be coated on the method on the surface of the seed.Spraying is wherein with the chemical spray that the suspends method to the surface of the seed.Comminution granulation is wherein chemicals and filler method of mixing, and wherein seed has the pill to sizing and shape with said filler granulation with formation.Coating method is that the film that wherein will contain chemicals is coated to the method on the seed.Fumigating system be wherein seed with the chemicals disinfectant method that in airtight container, gasified.
Use the preferred process method of the present composition to comprise immersion method, dusting coating process, semar technique, spraying, comminution granulation and coating method.
Except that seed, this composition can also be applied to from the sprouting plant that soil is sprouted the back or transplant the back of sprouting and be applied to plantling.These plants can carry out all or part of processing through immersion method in the transplanting cause and be protected.
Restriction is applied to the amount of composition of plant seed especially, but with regard to active ingredient in the present composition based on regard to the amount of 100kg seed, it is 1g to 10kg preferably, more preferably is 100g to 1kg.
Do not limit the method that is used to apply the present composition to soil especially, but preferably following.
An instance of these class methods is that the granula that wherein will contain the present composition is applied to the method in the soil or on the soil.Particularly preferred soil applying method comprises that distribution method, bar are excuted a law, ditch is excuted a law and the hole of planting applies method.
Using through emulsification in water or dissolving present composition prepared solution perfusion soil also is a kind of favourable soil applying method.
The instance of other preferred soil applying methods comprises that being applied to the nutrient fluid cultivation system that is used for producing vegetables and flowering plant such as hydroponics method and solid state medium cultivates in the nutrient solution of cultivation (for example sand cultivation, NFT (nutrition thin film technique) or rock wool cultivation) and be applied to the seedling growing box (nursery soil bulk method) that is used to cultivate the rice seedling.Following method also can be suitable for, and composition wherein of the present invention can directly be applied to the artificial cultivation soil that contains vermiculite and contain the solid culture medium of growing seedlings with artificial bedding and padding.
Restriction is applied to the amount of the present composition of water surface, seedling growing box or soil especially, but with regard to active ingredient based on regard to the amount in 1000 square metres of cultivation soils, it is 0.1g to 10kg preferably, preferably 1g to 1kg.
The method for optimizing that is used for applying composition of the present invention or be incorporated into the purpose animal comprises oral or injection is administered to the health of purpose animal, is administered on all or part of body surface of purpose animal, covers that the epizoon expectation can be invaded, the place of parasitic or migration and be applied to the animal feeding room.
Composition of the present invention or combination can former state ground use, or alternatively can water, liquid carrier, commercially available shampoo, leacheate, feed, animal feeding room be with dilutions such as sarks.
Embodiment
The present invention is further by being not intended to limit following examples explanation of the present invention.
FORMULATION EXAMPLE
FORMULATION EXAMPLE 1[wetting powder]
Figure BDA0000084305210000231
Above composition is mixed equably, and grind this mixture with the preparation wetting powder.
But FORMULATION EXAMPLE 2[water dispersible granule]
Figure BDA0000084305210000241
Above composition is ground equably and mixes equably.Water is added into this mixture, thoroughly rubs then.Subsequently, but with the product granulation of rubbing and dry with preparation water dispersible granule.
FORMULATION EXAMPLE 3[suspending agent (floables)]
Figure BDA0000084305210000242
Whole above composition premixeds except that the water of 1% xanthan gum solution and appropriate amount are in the same place, and grind this mixture through wet milk subsequently.Subsequently, the product that 1% xanthan gum solution and remaining water is added into grinding is with preparation 100wt% suspending agent.
FORMULATION EXAMPLE 4[emulsion]
Above composition mixed equably and dissolve with preparation emulsion.
FORMULATION EXAMPLE 5[pulvis]
Figure BDA0000084305210000251
Above composition is mixed with the preparation pulvis equably.
FORMULATION EXAMPLE 6[DL pulvis]
Figure BDA0000084305210000252
Above composition is mixed the pulvis with preparation DL equably.
The fine granula of FORMULATION EXAMPLE 7[]
Figure BDA0000084305210000253
Above composition is mixed with the preparation fine granule equably.
FORMULATION EXAMPLE 8[granula]
Figure BDA0000084305210000254
Above composition is ground equably and mixes equably.Water is added into this mixture, thoroughly rubs then.Subsequently, the product granulation of rubbing is also dry with the preparation granula.
FORMULATION EXAMPLE 9[microcapsule formulations]
Figure BDA0000084305210000261
With above composition through the interfacial polymerization polymerization on the surface of 16-ketone aspergillus acid imide particle and Imidacloprid particle, to form the carbamate resins film and thereby to prepare microcapsule formulations.
FORMULATION EXAMPLE 10[granula]
Figure BDA0000084305210000262
Above composition is ground equably and mixes equably.Water is added into this mixture, thoroughly rubs then.Subsequently, the product granulation of rubbing is also dry with the preparation granula.
FORMULATION EXAMPLE 11[liquid drops]
Figure BDA0000084305210000263
Above composition is mixed with the preparation liquid drops equably.
Test example
< soil-perfusion Processing Test >
Test example 1: small brown rice planthopper (Laodelphax striatellus) soil-perfusion Processing Test applies the rice seedling in testing liquid (10% aqueous acetone solution) to the basin alms bowl that is adjusted to predetermined concentration through the soil-perfusion method.Allow the rice seedling to keep 3.Discharge second instar larvae and allow them in thermostatic chamber, to keep (bright 8 hours 16 hours-interlunations of time) (25 ℃) subsequently.Discharge back 3 days, observe survival or the death of larva, and calculate the lethality of larva through following equality.Repeat this test.
Lethality (%)={ dead larva number/(survival larva number+dead larva number) } x100
In addition, calculate the not theoretical value of show synergistic, and in table 2, show the result through following Colby formula.
Colby formula: theoretical value (%)=100-(AxB)/100
A:100-(lethality when only handling) wherein with 16-ketone aspergillus acid imide; And
B:100-(only using the lethality when each is handled in Imidacloprid (imidacloprid), MTI-446 (dinotefuran) or the fluorine worm nitrile (fipronil))
Be used for confirming the method for synergistic effect
When admixture surpasses the theoretical value of being calculated by the Colby formula that in table 2, shows to the insecticidal effect (following table 1) of small brown rice planthopper, confirm that this admixture has synergistic effect.
All the admixture of test has the lethality above theoretical value, shows that they have synergistic effect.
[table 1]
Table 1: single medicament and admixture are to the lethality (%) of small brown rice planthopper
Figure BDA0000084305210000271
[table 2]
Table 2: by the theoretical value (%) of Colby formula calculating
Figure BDA0000084305210000272
Figure BDA0000084305210000281
< leaf Processing Test >
Test example 2: to the leaf Processing Test of small brown rice planthopper
The testing liquid (10% aqueous acetone solution) that is adjusted to predetermined concentration is used for the leaf of basin alms bowl semilate rice seedling is handled.Dry the rice seedling subsequently, and discharge second instar larvae and allow them in thermostatic chamber, to keep (bright 8 hours 16 hours-interlunations of time) (25 ℃) subsequently.Discharge back 3 days, observe survival or the death of larva, and calculate the lethality of larva through following equality.Repeat this test.
Lethality (%)={ dead larva number/(survival larva number+dead larva number) } x100
In addition, calculate the not theoretical value of show synergistic, and in table 4, show the result through following Colby formula.
Colby formula: theoretical value (%)=100-(AxB)/100
A:100-(lethality when only handling) wherein with 16-ketone aspergillus acid imide; And
B:100-(only using the lethality when each is handled in Imidacloprid (imidacloprid), clothianadin (clothianidin) or the fluorine worm nitrile (fipronil))
[0091] is used for confirming the method for synergistic effect
When admixture surpasses the theoretical value of being calculated by the Colby formula that in table 4, shows to the insecticidal effect (following table 3) of small brown rice planthopper, confirm that this admixture has synergistic effect.
All the admixture of test has the lethality above theoretical value, shows that they have synergistic effect.
[table 3]
Table 3: single medicament and admixture are to the lethality (%) of small brown rice planthopper
[table 4]
Table 4: by the theoretical value (%) of Colby formula calculating
Figure BDA0000084305210000291
Test example 3: to the leaf Processing Test of cotten aphid
Testing liquid (50% aqueous acetone solution of predetermined concentration will be adjusted to; Add 0.05% polysorbas20) be applied to the leaf dish that the cucumber from the basin alms bowl, cultivated is downcut with 2.0em diameter.Dry the leaf dish subsequently, and discharge first instar larvae and allow them in thermostatic chamber, to keep (bright 8 hours 16 hours-interlunations of time) (25 ℃) subsequently.Discharge back 3 days, observe survival or the death of larva, and the lethality through following equality calculating larva, and the result shows in following table 5.
Lethality (%)={ dead larva number/(survival larva number+dead larva number) } x100
In addition, calculate the not theoretical value of show synergistic, and in table 6, show the result through following Colby formula.
Colby formula: theoretical value (%)=100-(AxB)/100
A:100-(lethality when only handling) wherein with 16-ketone aspergillus acid imide; And
B:100-(lethality when only using the compound of representing by formula described in the Japanese Patent No. 4015182 (I) to handle, Het in said formula (I) 1Represent the 3-pyridine radicals; R 1Representation hydroxy; R 2And R 3All represent cyclopropyl carbonyl oxygen base; And R 4Representation hydroxy)
Be used for confirming the method for synergistic effect
When admixture surpasses the theoretical value of being calculated by the Colby formula that in table 6, shows to the insecticidal effect (following table 5) of cotten aphid, confirm that this admixture has synergistic effect.
All the admixture of test has the lethality above theoretical value, shows that they have synergistic effect.
[table 5]
Table 5: single medicament and admixture are to the lethality (%) of cotten aphid
Figure BDA0000084305210000301
[table 6]
Table 6: by the theoretical value (%) of Colby formula calculating
Figure BDA0000084305210000302
Test example 4: to the leaf Processing Test of brown planthopper (Imidacloprid hangs down the sensitive insect strain)
Apply testing liquid (50% aqueous acetone solution) to the rice seedling in the basin alms bowl that is adjusted to predetermined concentration through the leaf facture and carry out the leaf processing.After applying, discharge second instar larvae, and allow the rice seedling in thermostatic chamber, to keep (bright 8 hours 16 hours-interlunations of time) (25 ℃) subsequently.Discharge back 6 days, observe survival or the death of larva, and calculate the lethality of larva through following equality.Repeat this test.
Lethality (%)={ dead larva number/(survival larva number+dead larva number) } x100
For relatively, implement a test in the same manner as described above, except using to the strain of the extremely sensitive brown planthopper worm of Imidacloprid (imidacloprid).The result shows in table 8.As shown in table 7; For 16-ketone aspergillus acid imide; The lethality of Imidacloprid being hanged down responsive brown planthopper worm strain is identical with the lethality to the strain of the extremely sensitive brown planthopper worm of Imidacloprid shown in the following table 8, and therefore expects to be directed against through fusion 16-ketone aspergillus acid imide and Imidacloprid realization the height insecticidal effect of Imidacloprid resistance brown planthopper.
With regard to the source of testing insect, Imidacloprid is hanged down the insect that responsive brown planthopper is the outdoor collection in the Kumamoto county in 2007, and the responsive brown planthopper of Imidacloprid is the insect that also carries out indoor continuous raising subsequently in Kagoshima Prefecture's collection.
[table 7]
Table 7:16-ketone aspergillus acid imide and Imidacloprid are to the insecticidal effect of the brown planthopper of the low sensitivity of Imidacloprid
Figure BDA0000084305210000311
[table 8]
Table 8:16-ketone aspergillus acid imide and Imidacloprid are to the insecticidal effect of the responsive brown planthopper of Imidacloprid
Figure BDA0000084305210000312
Test example 5: to the tickicide effect of haemaphysalis longicornis (Haemaphysalis longicornis)
The acetone soln (30 μ l) that is adjusted to predetermined concentration places the vial of 4mL volume.Bottle is placed on the shaking table, and on the bottle inwall, prepare the dry film of this compound.With dry 24 hours of bottle or longer time.In bottle, discharge larva (10 or more), and cover bottle.Subsequently bottle is statically placed in the thermostatic chamber and keeps (25 ℃, humidity 85%, dark fully condition).Discharge back 2 days, observe survival or the death of larva, and calculate the lethality of larva through following equality.The result shows in following table 9 and table 10.Repeat this test.
Lethality (%)={ dead larva number/(survival larva number+dead larva number) } x100
In addition, calculate the not theoretical value of show synergistic, and in table 11 and table 12, show the result through following Colby formula.
Colby formula: theoretical value (%)=100-(AxB)/100
A:100-(lethality when only handling) wherein with 16-ketone aspergillus acid imide; And
B:100-(only using the lethality when each is handled in Imidacloprid, thiophene worm amine (Chlothianidin), MTI-446 (dinotefuran), Acetamiprid (acetamiprid), thiophene worm piperazine (thiamethoxam), fluorine pyridine worm amine nitrile (sulfoxaflor) or the ivermectin (ivermectin))
Be used for confirming the method for synergistic effect
When admixture to the tickicide effect of haemaphysalis longicornis (following table 9 and table 10) surpass in table 11 and table 12, show by the theoretical value of Colby formula calculating the time, confirm that this admixture has synergistic effect.
All the admixture of test has the lethality above theoretical value, shows that they have synergistic effect.
[table 9]
Table 9: single medicament and admixture are to the lethality (%) of haemaphysalis longicornis
Figure BDA0000084305210000321
[table 10]
Single medicament of table 10 and admixture are to the lethality (%) of haemaphysalis longicornis
Figure BDA0000084305210000331
[table 11]
Table 11: by the theoretical value (%) of Colby formula calculating
Figure BDA0000084305210000332
Figure BDA0000084305210000341
[table 12]
Table 12: by the theoretical value (%) of Colby formula calculating
Test example 6: to the tickicide effect of haemaphysalis longicornis on the mouse body surface
Cut off mouse (ICR, male, 5 ages in the week) skin at back by the about 2cm of nominal diameter, and will cut the body surface that is bonded to mouse to the 15-mL polystyrene conical pipe of highly about 1.5cm with quick-acting adhesives.The testing liquid (20 μ l) that ethanol is regulated drips on the inner mouse body surface of the pipe of stickup.Behind finish-drying,, and cover this pipe the inner release of this pipe larva (10 or more).Discharge back 3 days, observe survival or the death of larva, and calculate the lethality of larva through following equality.The result shows in table 13.Repeat this test six times.
Lethality (%)={ dead larva number/(survival larva number+dead larva number) } x100
In addition, calculate the not theoretical value of show synergistic, and in table 14, show the result through following Colby formula.
Colby formula: theoretical value (%)=100-(AxB)/100
A:100-(lethality when only handling) wherein with 16-ketone aspergillus acid imide; And
B:100-(lethality when only handling) with Imidacloprid
Be used for confirming the method for synergistic effect
When admixture surpasses the theoretical value of being calculated by the Colby formula that in table 14, shows to the tickicide effect (following table 13) of haemaphysalis longicornis, confirm that this admixture has synergistic effect.
The admixture of test has the lethality above theoretical value, shows that they have synergistic effect.
[table 13]
Single medicament of table 13 and admixture are to the lethality (%) of haemaphysalis longicornis
Figure BDA0000084305210000351
[table 14]
The theoretical value (%) that table 14 is calculated by the Colby formula
Figure BDA0000084305210000352
Reference test embodiment
< the single medicament of 16-ketone aspergillus acid imide soak root Processing Test >
Reference test embodiment 1: to the insecticidal effect of small brown rice planthopper
The testing liquid (10% aqueous acetone solution) that is adjusted to predetermined concentration is applied to the wheat seedling root in the hydroponics method.After 3 days, discharge 10 second instar larvaes from this root absorption test solution, and allow the wheat seedling in thermostatic chamber, to keep (bright 8 hours 16 hours-interlunations of time) (25 ℃) subsequently.Discharge back 3 days, observe survival or the death of larva, and calculate the lethality of larva through following equality.Repeat this test.
Lethality (%)={ dead larva number/(survival larva number+dead larva number) } x100
As apparent from table 15, the imido general insecticidal activity comparison of 16-ketone aspergillus is much higher according to compound aspergillus paralysis alkali A (Asperparaline A).
According to The Journal of Antibiotics, 1997,50 (10), the method described in the 840-846 obtains 16-ketone aspergillus acid imide used in this test and aspergillus paralysis alkali A.This also is like this for following test example.
[table 15]
Table 15: the lethality (%) of each amount of test chemical compound
The amount (μ g/ seedling) of test chemical compound
The test chemical compound 0.5
16-ketone aspergillus acid imide 100
Aspergillus paralysis alkali A 0
Reference test embodiment 2: to the insecticidal effect of red palpus fleahopper (Trigonotylus caelestialium)
The testing liquid (10% aqueous acetone solution) that is adjusted to predetermined concentration is applied to the wheat seedling root in the hydroponics.After 3 days, discharge second instar larvae from this root absorption test solution, and allow the wheat seedling in thermostatic chamber, to keep (bright 8 hours 16 hours-interlunations of time) (25 ℃) subsequently.Discharge back 3 days, observe survival or the death of larva, and with reference implementation example 1 in identical mode calculate the lethality of larva.Repeat this test.As apparent from following table 16,16-ketone aspergillus acid imide shows the general insecticidal activity to red palpus fleahopper.
< the soil-perfusion Processing Test of the single medicament of 16-ketone aspergillus acid imide >
Reference test embodiment 3: to the insecticidal effect of brown planthopper
Apply the rice seedling in testing liquid (10% aqueous acetone solution) to the basin alms bowl that is adjusted to predetermined concentration through the soil-perfusion method.Allow the rice seedling to keep 3.Discharge second instar larvae, and allow the rice seedling in thermostatic chamber, to keep (bright 8 hours 16 hours-interlunations of time) (25 ℃) subsequently.Discharge back 3 days, observe survival or the death of larva, and with reference test embodiment 1 in identical mode calculate the lethality of larva.Repeat this test.As apparent from following table 17,16-ketone aspergillus acid imide shows the general insecticidal activity to brown planthopper.
Reference test embodiment 4: to the insecticidal effect of white-backed planthopper
With with reference test embodiment 3 in identical mode calculate the lethality of white-backed planthopper second instar larvae.As apparent from following table 17,16-ketone aspergillus acid imide shows the general insecticidal activity to white-backed planthopper.
Reference test embodiment 5: to the insecticidal effect of rice leafhopper
With with reference implementation example 3 in identical mode calculate the lethality of second instar larvae.As apparent from following table 17,16-ketone aspergillus acid imide shows the general insecticidal activity to rice leafhopper.
Reference test embodiment 6: to the insecticidal effect of Frankliniella occidentalis
Apply the cucumber seedling in testing liquid (10% aqueous acetone solution) to the pot culture training that is adjusted to predetermined concentration through the soil-perfusion method.Allow the cucumber seedling to keep 4.Have the leaf dish of diameter 2.8cm from the cutting-out of cucumber seedling subsequently, and discharge first instar larvae.Allow the leaf dish in thermostatic chamber, to keep (bright 8 hours 16 hours-interlunations of time) (25 ℃) subsequently.Discharge back 6 days, observe survival or the death of larva, and with reference test embodiment 1 in identical mode calculate the lethality of larva.Repeat this test.As apparent from following table 17,16-ketone aspergillus acid imide shows the general insecticidal activity to Frankliniella occidentalis.
< the single medicament of 16-ketone aspergillus acid imide is used to control the test that applies of defoliating insect >
Reference test embodiment 7: to the insecticidal effect of white-backed planthopper
Apply the rice seedling in testing liquid (10% aqueous acetone solution) to the potted plant training that is adjusted to predetermined concentration.Dry the rice seedling subsequently, and discharge second instar larvae, and allow the rice seedling in thermostatic chamber, to keep (bright 8 hours 16 hours-interlunations of time) (25 ℃) subsequently.Discharge back 3 days, observe survival or the death of larva, and with reference test embodiment 1 in identical mode calculate the lethality of larva.Repeat this test.As apparent from following table 18,16-ketone aspergillus acid imide also shows the insecticidal activity to white-backed planthopper through the leaf facture.
Reference test embodiment 8: to the insecticidal effect of rice leafhopper
With with reference test embodiment 7 in identical mode calculate the lethality of rice leafhopper second instar larvae.As apparent from following table 18,16-ketone aspergillus acid imide also shows the insecticidal activity to rice leafhopper in leaf is handled.
Reference test embodiment 9: to the insecticidal effect of Frankliniella occidentalis
Cow gram from potted plant (haricot) downcuts the leaf dish with diameter 2.8cm, and applies testing liquid (50% aqueous acetone solution that is adjusted to predetermined concentration to it; Add 0.05% polysorbas20 simultaneously).Dry the leaf dish subsequently, and discharge first instar larvae.Subsequently, allow the leaf dish in thermostatic chamber, to keep (bright 8 hours 16 hours-interlunations of time) (25 ℃).Discharge back 3 days, observe survival or the death of larva, and with reference test embodiment 1 in identical mode calculate the lethality of larva.As apparent from following table 18,16-ketone aspergillus acid imide also shows the insecticidal activity to Frankliniella occidentalis through the leaf facture.
[table 16]
Table 16:16-ketone aspergillus acid imide is to the insecticidal effect of red palpus fleahopper
The preparation title Concentration of treatment (μ g/ seedling) Lethality (%)
Red palpus fleahopper 0.5 100
[table 17]
Table 17:16-ketone aspergillus acid imide is to the insecticidal effect of various pests
The preparation title Concentration of treatment (mg/ seedling) Lethality (%)
White-backed planthopper 1.0 100
Brown planthopper 1.0 100
Rice leafhopper 1.0 100
Frankliniella occidentalis 2.0 100
[table 18]
Table 18:16-ketone aspergillus acid imide is to the insecticidal effect of various pests
The preparation title Concentration of treatment (ppm) Lethality (%)
White-backed planthopper 100 100
Rice leafhopper 100 100
Frankliniella occidentalis 100 100

Claims (19)

1. be used to control the composition of pest, its comprise 16-ketone aspergillus acid imide, its enantiomter, its mixture or its acid-addition salts one of at least with other pest controlling agents one of at least as active ingredient.
2. composition according to claim 1, it also comprises agricultural and zootechnics acceptable carrier.
3. composition according to claim 1, wherein other pest controlling agents are agricultural and horticultural insecticides and/or bactericide.
4. composition according to claim 1, wherein other pest controlling agents are agricultural and horticultural insecticides.
5. composition according to claim 1, wherein other pest controlling agents are the parasite controlling agents that are used for animal.
6. composition according to claim 1, wherein other pest controlling agents are the epizoon controlling agents that are used for animal.
7. composition according to claim 1, wherein other pest controlling agents are selected from organophosphorus compounds; Carbamate compounds; The nereistoxin derivative; Organochlorine compound; Pyrethroid compound; The benzyl carbamide compound; Juvenile hormone appearance compound; Moulting hormone appearance compound; Anabasine compound; The nerve cell sodium channel blockers; The pesticidal macrolide; γ-An Jidingsuan (GABA) antagonist; Ryanodine receptor acting property compound; The desinsection ureas; The BT agent; The entomopathogenic viral agent; Polyether antibiotic; Thiamine antagonist and sulfa drugs/folic acid antagonists compounding ingredient.
8 according to the composition of claim 1, wherein the pest control agent is selected from other acephate (acephate), DDVP (dichlorvos), EPN, fenitrothion (fenitothion), g-line Ling (fenamifos), C parathion (prothiofos), Profenofos (profenofos), pyrazole parathion (pyraclofos), chlorpyrifos-methyl (chlorpyrifos-methyl), Ha Luoke ketone (haloxon), coumaphos (coumaphos), malathion ( malathion), diazinon (dimpylate), naled (naled), tetradifon (tetradifon), diazinon (diazinon), methomyl (methomyl), thiodicarb (thiodicarb), aldicarb (aldicarb), oxamyl (oxamyl), propoxur (propoxur), carbaryl (carbaryl), Fenobucarb (fenobucarb), Ethiofencarb (ethiofencarb), Fenothiocarb (fenothiocarb), pirimicarb (pirimicarb), carbofuran (carbofuran), Benfuracarb (benfuracarb), cartap (cartap), sulfur ring kill (thiocyclam), dicofol (dicofol), tetradifon (tetradifon), permethrin ester (permethrin), tefluthrin (tefluthrin), Cypermethrin (cypermethrin), deltamethrin (deltamethrin), cyhalothrin (cyhalothrin), fenvalerate (fenvalerate), fluvalinate (fluvalinate ), fluvalinate (ethofenprox), silafluofen (silafluofen), diflubenzuron (diflubenzuron), Teflubenzuron (teflubenzuron), Flufenoxuron (flufenoxuron), Chlorfluazuron (chlorfluazuron), methoprene (methoprene), ring tebufenozide (chromafenozide), buprofezin (buprofezin), Hexythiazox (hexythiazox), Amitraz (amitraz), chlordimeform (chlordimeform), Pyridaben (pyridaben), Fenpyroximate (fenpyroxymate), mites ethyl ether (pyrimidifen), Tebufenpyrad (tebufenpyrad), fluacrypyrim (fluacrypyrim), mites quinone (acequinocyl), butyl fluoride mite (cyflumetofen), fipronil bis-amide (flubendiamide), B worm Qing (ethiprole), fipronil (fipronil), B mite azole (ethoxazole), imidacloprid (imidacloprid), clothianidin (clothianidin), thiamethoxam (thiamethoxam), thiacloprid (thiacloprid), nitrile amine fluoride acetamiprid (sulfoxaflor), Pymetrozine (pymetrozine), Bifenazate (bifenazate), Spirodiclofen (spirodiclofen), spiromesifen (spiromesifen), flonicamid (flonicamid), chlorfenapyr (chlorfenapyr), pyriproxyfen (pyriproxyfene),
Figure FDA0000084305200000021
oxadiazole insects (indoxacarb), acetamiprid propyl ether (pyridalyl), Ike enemy (spinosad), avermectin (avermectin), milbemycin (milbemycin), milbemycin (milbemycin oxime), Maduramycin (maduramycin), BT agents, insect pathogenic sexually transmitted agents, emamectin benzoate (emamectinbenzoate), ethyl spinosad (spinetoram) , pyrifluquinazon, chlorine insects amide (chlorantraniliprole), cyenopyrafen, Spirotetramat (spirotetramat), lepimectin, Metaflumizone (metaflumizone), pyrafluprole, pyriprole, PTFE Methothrin (dimefluthrin), anti-mite azole (fenazaflor) , fluorine ants hydrazone (hydramethylnon), azole pirimicarb (triazamate), ivermectin (ivermectin), Sierra streptozotocin (selamectin), moxidectin (moxidectin), doramectin (doramectin), according to S & P bacteria hormone (eprinomectin), dinotefuran (dinotefuran), nitenpyram (nitenpyram), acetamiprid (acetamiprid), allethrin (allethrin), dd-T allethrin (dd-T allethrin), dI.d-T80 Allethrin (dI.d-T80allethrin), pyrethrins (pyrethrins), phenothrin (phenothrin), Flumethrin (flumethrin), cyfluthrin (cyfluthrin), dd-T80 Right spin Prallethrin (dd-T80prarethrin), tetramethrin (phthalthrin), tetrafluorobenzene permethrin (transfluthrine), resmethrin (resmethrin), phenothrin (cyphenothrin), an extract of pyrethrum, a third- Ling 222, third-Ling 500, pyriproxyfen (pyriproxyfene), lufenuron (lufenuron), DEET (deet), trichlorfon (trichlofon), tetrachlorvinphos (tetrachlorvinphos), bromophenol phosphorus (bromofenofos), livestock Tick phosphorus (cythioate), evil insects ketone (metoxadiazon), cyromazine (cyromazine), Triflumuron (triflumuron), anise oil, trichlorobenzene da yl (triclabendazole), fluorobenzene azole (flubendazole), Fen benzene up azole (fenbendazole), Pa Fenbendazole (parbendazole), thiabendazole (tiabendazole), sodium antimony gluconate, levamisole hydrochloride, chlorine Sydow, diclofenac (dichlorofen), Bromopropylate (bromopropylate), efficiency ether (piperonylbutoxide), phenothiazine (phenothiazine), carbon disulfide piperazine (piperazine carbon bisulfide), phosphoric acid piperazine (piperazine phosphate), adipic acid piperazine (piperazine adipate), citric acid piperazine (piperazine citrate), dihydrochloride America La Suoming (melarsomine dihydrochloride), the United States established for pyridine (metyridine), Santonin (santonin), double pyrantel pamoate (pyrantel pamoate), pyrantel (pyrantel), morantel Seoul (morantel), praziquantel (praziquantel), Febantel (febantel), emodepside, hygromycin B (hygtomycin B), destomycin A (destomycin A), chlorine Shu Long (clorsulon), nitrate iodine phenol nitrile (nitroxynil), ground Fen Nitai (diamfenethide), sodium stibogluconate (antimony sodium gluconate), levamisole hydrochloride (levamisole hydrochloride), melrsonyl, iodine dithianon Ning (dithiazanine iodide), Stephen Bofen (stibophen), two iodine nitrophenolate (disophenol), diethylcarbamazine (dietylcarbamazine), two amidine that Qin (diminazene), A flat (acrinamine), metronidazole (metronidazole), Santonin (santonin), Ding naphthalene amidine (bunamidine), arecoline (arecoline) by the following formula (I) compound represented by the agricultural and horticultural acceptable acid addition salt thereof,
[Chemical formula 1]
Figure FDA0000084305200000041
Het wherein 1Represent the 3-pyridine radicals; R 1Representation hydroxy; R 2And R 3Represent cyclopropyl carbonyl oxygen base; And R 4Represent hydrogen atom or hydroxyl.
9. composition according to claim 1, wherein other pest controlling agents are selected from the compound of Imidacloprid (imidacloprid), Nitenpyram (nitenpyram), clothianadin (clothianidin), Acetamiprid (acetamiprid), MTI-446 (dinotefuran), thiophene worm quinoline (thiacloprid), thiophene worm piperazine (thiamethoxam), fluorine pyridine worm amine nitrile (sulfoxaflor), fluorine worm nitrile (fipronil), ivermectin (ivermectin) and the described formula of claim 8 (I) representative.
10. combination, its comprise 16-ketone aspergillus acid imide, its enantiomter, its mixture or its acid-addition salts one of at least with other pest controlling agents one of at least as active ingredient.
11. be used to protect useful plant or animal to avoid the method for pest influence, this method comprise simultaneously or apply separately from one another 16-ketone aspergillus acid imide, its enantiomter, its mixture or its acid-addition salts one of at least with other pest controlling agents one of at least to pending zone.
12. method according to claim 11, wherein said each composition is applied to pending zone simultaneously.
13. be used to protect useful plant or animal to avoid the method for pest influence; Comprise apply effective dose according to the described composition that is used to control pest of claim 1 to 9 to object, wherein said to as if seed, soil, cultivation carrier or the animal of pest, useful plant, useful plant.
14. method according to claim 13 is wherein to liking useful plant.
15. method according to claim 13 is wherein to liking soil.
16. method according to claim 13 is wherein to liking animal.
17. be used to protect useful plant or animal to avoid the method for pest influence, comprise seed, soil, cultivation carrier or the purpose animal that is incorporated into purpose pest, purpose useful plant, purpose useful plant according to claim 10 that applies effective dose.
18., be used to protect useful plant or animal to avoid the pest influence according to the described purposes that is used to control the composition of pest of claim 1 to 9.
19. the purposes of combination according to claim 10 is used to protect useful plant or animal to avoid the pest influence.
CN2009801570014A 2008-12-19 2009-12-21 Compositions for controlling harmful organisms containing 16-ketoaspergillus imide Pending CN102325451A (en)

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